
Family-friendly holiday rentals in Stillwater County
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Top-rated family-friendly rentals in Stillwater County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Packsaddle Butte Guest Cabin Retreat
The perfect getaway to a charming and cozy log cabin in stunning landscape bordering Nat'l Forest. Hiking and 4-wheeler trails abound. Next to a running creek and pond. Electricity, wood stove, outside toilet, heated outdoor shower, 2 twin beds, TV, BluRay player, microwave, mini fridge, firepit with grill/griddle and picnic tables. Idyllic porch for sitting under trees, birdwatching, reading, or relaxing. Snowshoeing, sledding, & cross country skiing in winter. Ideal for 2 adults w/cot for 3.

Private Luxury Log Cabin near Red Lodge, MT
Private luxury one (queen) bedroom log cabin with a queen sofa bed, full bathroom (shower), radiant floor heat, ceiling fans, beautiful rustic furnishings, and a kitchenette. This beautiful cabin sits on 10 pristine acres that border Rock Creek (prime fly fishing) and Red Lodge ski mountain is only minutes away. Enjoy camping and hiking in the summer and drive over the scenic Beartooth Pass to get to Yellowstone Nat'l Park. This truly is a one-of-a-kind location to spend with friends & family!!

1865 Historic Cabin w/hot tub. Close to red lodge!
*Pls see other listing for winter bookings ! Only sleeps 2 in winter. Nestled in the town of Roberts, a short drive from Red Lodge, Kodow Kabin is a perfect retreat for a getaway. While the exterior is log, the inside is renovated & beautifully decorated. The cabin is 1 bed/1 bath for 2 guests w/ detached bunkhouse (may-Oct) for 2 more guests! The kitchen has a farmhouse sink, and cabinetry made from the siding that covered the logs. Use the private deck to BBQ or hot tub soak under the stars

The Cabin at the Hagerman Ranch
The Cabin is located on the west end of our family owned and operated cattle ranch. It has a full kitchen with everything needed to cook meals, a full bathroom, master bedroom with a queen size bed, small open loft with a pillow top double bed and 2 XL twin mattresses. The Yellowstone River is less then 100 ft from the front porch! Enjoy morning coffee watching the sun rise on the Crazy mountains, and in the evening sit on the front porch and relax & enjoy the beautiful sunset behind the mtns.

Peaceful Country Cottage - Gateway to Yellowstone
Farmlands surround you in this peaceful valley. Your house overlooks farm fields down to the Clarks Fork of the Yellowstone River. 2 min South of the Rockvale Junction (Highway intersect of the 212 and the 310). 1 Hour North of Cody, WY, 35 min from Red Lodge, MT. Take a scenic drive over Beartooth Pass into Yellowstone Park. Your house is a 2 bedroom, 1 bathroom. 2 min from the Edgar Bar & Steakhouse. 8 min away in Joliet is a local grocery store, Blackbrew Coffee, and Jane Dough's Pizza.

Mini Moose 1 bedroom cabin in Red Lodge, MT
Cozy log cabin built in the 1930s, recently restored. Located in Red Lodge close to the Beartooth Pass and Yellowstone National Park. The cabin is walking distance to restaurants, the movie theater and shopping in this quaint little mountain town. Mini Moose is furnished with 1 queen sized bed and twin sized bunk beds. A small, but full-sized kitchen and outside propane BBQ are available for home cooking. The living room has small smart TV and the shower has endless supply of hot water.

Wells Rustic Cabin
Our cabin has a beautiful view of the crazy mountains with deer and turkeys frequenting the property. You are close enough for day trips to Red Lodge, MT, Yellowstone Park and many more. Half way between Billings and Bozeman. The Stillwater and Yellowstone Rivers are close for fishing and rafting. Hiking trails are close also. It does have 2 miles of rough road. Real 4WD is recommended especially for mud (ruts/slippery) and snow drifts/ ice(might need chains)on hill .

NEW Charming Little Cottage in Park City, Mt
Brand New! Super cute little cottage tucked away in the back yard with a contemporary farmhouse/rustic charm to it. Located right off I-90. Less than 10 minutes from Laurel ( which has Walmart, fast food, grocery store, restaurants). 25 minutes from Billings and 20 minutes to Columbus. Private entrance. Perfect for the traveling worker, couple or solo adventure. Wifi is available with a smart TV so you can watch your shows on your favorite apps (Netflix, HuLu, ect.)

Beartooth Bungalow
This one bedroom cottage is the ideal jumping off point into the Beartooth Mountains. It is an ideal set up for couples and singles but will accommodate small families. Located just a block off of Broadway in Red Lodge, MT you can walk downtown & have dinner and drinks in minutes, or be skiing, golfing or hiking, or traveling the Beartooth Highway in 10 minutes. This little cottage has everything you need to make this your home away from home.

Absarokee - Cozy Cottage
This cottage is located in the heart of world-class fly-fishing, hiking, river rafting, and horse-back riding. At the base of the glorious Beartooth Mountains, we are 30 minutes from Red Lodge Ski Mountain, Tippet Rise Art Center and within two hours of Yellowstone National Park. Our property is within 100 feet of Main Street which features a local grocery store, laundromat, & restaurants plus the incredible nightlife is only a few feet away.

Home Sweet Home on Broadway
Less than a 5 minute walk to all that Red Lodge has to offer downtown. Whether you are here to enjoy the outdoors, drive the Beartooth Pass to Yellowstone or heading to Red Lodge Mountain to ski, Home Sweet Home on Broadway is your home away from home. Relax on the back deck, enjoy the hot tub and our fenced in yard. We are happy to welcome 2 dogs, but please remember to include them in your booking. We do ask a pet fee of $25.

The Fox Den Silo
Enjoy crisp mornings in this unique reclaimed silo. These silos are featured in the TV show Restoration Road. Originally saved from destruction in the Dakotas, these have been turned into unique homes situated at the base of the Greycliff for which the town was named. Enjoy watching the buffalo with their newborn calves roam the fields while relaxing in the hot tub or making memories in the beautiful Montana countryside!
Popular amenities for Stillwater County family-friendly rentals
Family-friendly home rentals with a hot tub

Two Rivers Lodge-Executive Lodge-Stillwater River

The Gem on Lazy M; Mountain Views, Hot Tub & A/C

The Oasis (now with Hot Tub!) in Red Lodge Montana

Positively Fourth Street

Darling Downtown Cottage on Rock Creek

Rock Creek Getaway!

Mountain Fairway Retreat

Into the Woods Cabin
Family- and pet-friendly home rentals

Rustic Riverfront Family Cabin on Stillwater River

River Island House - Riverfront Luxury & Seclusion

Cherry Creek Ranch on the beautiful Boulder River

Cabin in town

Cozy Bearcreek Hideaway Cabin with Sauna

Spacious Family-friendly / Outdoorsman Ranch House

The Torgrimson Place

The Wolf's Montana Log Retreat
Family-friendly home rentals with a pool

Cozy and Quiet Condo on Red Lodge Golf Course

Fireplace, Patio & Hot Tub – Perfect Stay

Château Rouge 202 ~ Easy Street Retreat

Charming 3 bedroom, 3 bath wheelchair accessible.

Cozy Family Condo w/Pool, Hot Tub, on Golf Course!

Cozy 2 bed/2 bath Condo w/Pool on Golf Course!

Adventure Basecamp: Hiking, Skiing, Family Fun!

Spacious Beauty in Paradise
Destinations to explore
- Rentals with outdoor seating Stillwater County
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- Rentals with a firepit Stillwater County
- Rentals with a washing machine and dryer Stillwater County
- Cabin rentals Stillwater County
- Rentals with a hot tub Stillwater County
- Flat rentals Stillwater County
- Pet-friendly rentals Stillwater County
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